ASYMMETRIC PICTET-SPENGLER REACTION WITH CHIRAL-N-(BETA-3-INDOLYL)ETHYL-1-METHYLBENZYLAMINE

被引：19
|
作者：
SOE, T
KAWATE, T
FUKUI, N
NAKAGAWA, M
机构：
[1] CHIBA UNIV,FAC PHARMACEUT SCI,INAGE KU,CHIBA 263,JAPAN
[2] TANABE SEIYAKU CO LTD,TODA,SAITAMA 335,JAPAN
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 11期
关键词：
D O I：
10.1016/0040-4039(95)92843-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chiral auxiliary mediated Pictet-Spengler reaction of tryptamine and aldehydes provided 1-substituted tetrahydro-beta-carbolines (similar to 72 % de).
引用
收藏
页码：1857 / 1860
页数：4
相关论文
共 50 条
  • [1] Asymmetric Pictet-Spengler reaction with chiral-N-( QQ -3-indolyl)ethyl-1-methylbenzylamine
    Soe, T.
    Kawate, T.
    Fukui, N.
    Nakagawa, M.
    Tetrahedron Letters, 36 (11):
  • [2] Asymmetric Pictet-Spengler reaction using alpha-methylbenzylamine as a chiral auxiliary group
    Soe, T
    Kawate, T
    Fukui, N
    Hino, T
    Nakagawa, M
    HETEROCYCLES, 1996, 42 (01) : 347 - 358
  • [3] Construction of Chiral Tetrahydro-β-Carbolines: Asymmetric Pictet-Spengler Reaction of Indolyl Dihydropyridines
    Wang, Shou-Guo
    Xia, Zi-Lei
    Xu, Ren-Qi
    Liu, Xi-Jia
    Zheng, Chao
    You, Shu-Li
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (26) : 7440 - 7443
  • [4] Chiral auxiliary approach to the asymmetric Pictet-Spengler reaction of tryptamines
    Kawate, T
    Yamanaka, M
    Nakagawa, M
    HETEROCYCLES, 1999, 50 (02) : 1033 - 1039
  • [5] Synthesis of novel chiral guanidine catalyst and its application in the asymmetric Pictet-Spengler reaction
    Ahmad, Saeed
    Shukla, Lakshmi
    Szawkalo, Joanna
    Roszkowski, Piotr
    Maurin, Jan K.
    Czarnocki, Zbigniew
    CATALYSIS COMMUNICATIONS, 2017, 89 : 44 - 47
  • [6] Asymmetric control in the Pictet-Spengler reaction by means of N-protected amino acids as chiral auxiliary groups
    Institut für Organische Chemie, Universität Karlsruhe, Richard-Willstätter-Allee 2, D-76128 Karlsruhe, Germany
    不详
    Chem. Eur. J., 12 (1566-1571):
  • [7] Asymmetric control in the Pictet-Spengler reaction by means of N-protected amino acids as chiral auxiliary groups
    Schmidt, G
    Waldmann, H
    Henke, H
    Burkard, M
    CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (12) : 1566 - 1571
  • [8] ASYMMETRIC STEERING OF THE PICTET-SPENGLER REACTION BY MEANS OF AMINO-ACID ESTERS AS CHIRAL AUXILIARY GROUPS
    WALDMANN, H
    SCHMIDT, G
    JANSEN, M
    GEB, J
    TETRAHEDRON, 1994, 50 (41) : 11865 - 11884
  • [9] ASYMMETRIC PICTET-SPENGLER REACTIONS EMPLOYING N,N-PHTHALOYL AMINO-ACIDS AS CHIRAL AUXILIARY GROUPS
    WALDMANN, H
    SCHMIDT, G
    HENKE, H
    BURKARD, M
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (21): : 2402 - 2403
  • [10] Pictet-Spengler reaction on solid support: Synthesis of 1,2,3,4-tetrahydro-beta-carboline libraries
    Mohan, R
    Chou, YL
    Morrissey, MM
    TETRAHEDRON LETTERS, 1996, 37 (23) : 3963 - 3966
12345